HCID 178502340, compound → HCID 178502341, compound

HRID 1615104Notes

Reaction equation

HRID 1615104 reaction equation
[CH3:1][O:2][C:3](=[O:64])[NH:4][C@H:5]([C:9]([N:11]1[CH2:15][CH2:14][CH2:13][C@H:12]1[C:16]1[NH:20][C:19]2[CH:21]=[CH:22][C:23]([C:25]3[N:30]=[C:29]([O:31]CC4C=CC=CC=4)[C:28]([C:39]4[CH:63]=[CH:62][C:42]5[NH:43][C:44]([C@@H:46]6[CH2:50][CH2:49][CH2:48][N:47]6[C:51](=[O:61])[C@@H:52]([NH:56][C:57]([O:59][CH3:60])=[O:58])[CH:53]([CH3:55])[CH3:54])=[N:45][C:41]=5[CH:40]=4)=[CH:27][N:26]=3)=[CH:24][C:18]=2[N:17]=1)=[O:10])[CH:6]([CH3:8])[CH3:7]>CO.[Pd]>[CH3:1][O:2][C:3](=[O:64])[NH:4][C@H:5]([C:9]([N:11]1[CH2:15][CH2:14][CH2:13][C@H:12]1[C:16]1[NH:20][C:19]2[CH:21]=[CH:22][C:23]([C:25]3[N:30]=[C:29]([OH:31])[C:28]([C:39]4[CH:63]=[CH:62][C:42]5[NH:43][C:44]([C@@H:46]6[CH2:50][CH2:49][CH2:48][N:47]6[C:51](=[O:61])[C@@H:52]([NH:56][C:57]([O:59][CH3:60])=[O:58])[CH:53]([CH3:55])[CH3:54])=[N:45][C:41]=5[CH:40]=4)=[CH:27][N:26]=3)=[CH:24][C:18]=2[N:17]=1)=[O:10])[CH:6]([CH3:7])[CH3:8]

Participants

4

Reactant 1

HCID 178502340HCID 178502340, compound

Product 1

HCID 178502341HCID 178502341, compoundYield 59.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of compound from example 19 (15 mg) in 3 mL of methanol is added Pd—C 10% (5 mg). The reaction is stirred for 30 minutes under hydrogen atmosphere. The reaction mixture is filtered, concentrated to dryness and the residue is purified by reverse phase HPLC to give title compound as a white solid (8 mg).

Workup

  1. filtrationThe reaction mixture is filtered
  2. concentrationconcentrated to dryness
  3. customthe residue is purified by reverse phase HPLC

Sources & evidence

ORD record
ord-b6f7795d2fac45f99d151fee6afab2b7
Source dataset
uspto-grants-2014_07
Patent number
US08765731B2

Reaction notes

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